Regioisomeric Polythiophene Derivatives: Synthesis and Structure-Property Relationships for Organic Electronic Devices
- Authors
- Lee, Young Woong; Pak, Kawon; Park, Song Yi; An, Na Gyeong; Lee, Junghoon; Kim, Jin Young; Woo, Han Young
- Issue Date
- 7월-2020
- Publisher
- POLYMER SOC KOREA
- Keywords
- regioisomer; film morphology; organic field effect transistors; organic photovoltaics
- Citation
- MACROMOLECULAR RESEARCH, v.28, no.8, pp.772 - 781
- Indexed
- SCIE
SCOPUS
KCI
- Journal Title
- MACROMOLECULAR RESEARCH
- Volume
- 28
- Number
- 8
- Start Page
- 772
- End Page
- 781
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/54860
- DOI
- 10.1007/s13233-020-8097-x
- ISSN
- 1598-5032
- Abstract
- Three types of tail-to-tail (PDCBTTT), head-to-tail (PDCBTHT), and head-to-head (PDCBTHH) regioisomeric polythiophene copolymers were synthesized by modification of the substitution positions of their alkoxycarbonyl side-chains. Chain conformation, and optical, electrochemical, morphological, and charge-transport characteristics of the polymers were significantly influenced by their regiochemistry. PDCBTHH showed an amorphous morphology due to strong steric hindrance between its head-to-head alkoxycarbonyl side-chains, resulting in the poorest performance in organic solar cells and transistors among three types. PDCBTHT had a regiorandom structure with both head-to-tail and tail-to-head linkages in a polymer chain. As determined by field-effect mobility measurements, a highly regioregular and planar PDCBTTT exhibited the highest hole mobility (mu = 0.065 cm(2) V(-1)s(-1)), which was two orders of magnitude higher than that of the regiorandom PDCBTHT. The highest photovoltaic performance was also measured for PDCBTTT:a fullerene acceptor (PC71BM), by maintaining the packed structures of pristine PDCBTTT polymers in the blend with PC71BM. Altering the topology of alkoxycarbonyl side-chains of the copolymers resulted in significant differences in crystalline morphologies and electrical properties and thus should be carefully considered in the molecular design of organic semiconductors.
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